Acetic Acid → HCID 58508852, compound

Participants

Reaction Steps

A 37% aqueous solution of formaldehyde (8.2 μL), acetic acid (9.7 μL), and sodium triacetoxyborohydride (0.045 g) were sequentially added to a methylene chloride (1.5 mL) solution of the obtained tert-butyl 2-(2-hydroxy-5-(piperidin-2-yl)benzamido)-4-phenylbenzoate (0.040 g), followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and chloroform was added thereto. The insoluble substance was removed by filtration, and then a saturated aqueous solution of sodium bicarbonate was added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-92% chloroform/methanol] to obtain 0.040 g of tert-butyl 2-(2-hydroxy-5-(1-methylpiperidin-2-yl)benzamido)-4-phenylbenzoate as a white solid.

Provenance & Evidence